Method of preparing polymer compound

Patent metadata

Field	Value
Publication number	US-10414918-B2
Application number	US-201715641959-A
Country	US
Kind code	B2
Filing date	Jul 5, 2017
Priority date	Jul 22, 2016
Publication date	Sep 17, 2019
Grant date	Sep 17, 2019

Abstract

A method for preparing a polymer compound including copolymerizing a monomer (m0-1) and a monomer (m0-2) to obtain a first polymer compound and causing the first polymer compound and an acid component to react with each other to obtain a second polymer compound. In the formulae, R 1 and R 2 are each a hydrogen atom, an alkyl group having 1 to 5 carbon atoms and a halogenated alkyl group having 1 to 5 carbon atoms, Va 01 is a divalent hydrocarbon group which may have an ether bond, n a01 is an integer of 0 to 2, Ra 10 is a tertiary alkyl ester-type acid dissociable group, Va 02 is a divalent linking group containing a heteroatom, or a single bond, Ra 07 is a monovalent organic group, n a021 is an integer of 0 to 3, Ra 20 is an acid dissociable group, and n a022 is an integer of 1 to 3.

First claim

What is claimed is:

1. A method for preparing a polymer compound, comprising:
copolymerizing a monomer (m01) represented by general formula (m0-1) and a monomer (m02) represented by general formula (m0-2) to obtain a first polymer compound; and
causing the first polymer compound and an acid component to react with each other to obtain a second polymer compound represented by general formula (p0):

wherein R 1 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, Va 01 is a divalent hydrocarbon group which may have an ether bond, n a01 is an integer of 0 to 2, Ra 10 is a tertiary alkyl ester-type acid dissociable group, R 2 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, Va 02 is a divalent linking group containing a heteroatom, or a single bond, Ra 07 is a monovalent organic group, n a021 is an integer of 0 to 3, Ra 20 is an acid dissociable group, n a022 is an integer of 1 to 3, and u1, u2, and u3 each independently represent a ratio with respect to all the structural units constituting the second polymer compound and each are a positive number.

2. The method according to claim 1 , wherein Ra 20 is an acid dissociable group represented by general formula (a0-r2-1):

wherein Ra′ 1 and Ra′ 2 each independently represent a hydrogen atom or an alkyl group; Ra′ 3 is a hydrocarbon group; Ra′ 3 may form a ring by bonding to any of Ra′ 1 and Ra′ 2 .

3. The method according to claim 1 , wherein the acid component comprises an acid exhibiting a pKa of 0 to 10 in water at 25° C.

4. The method according to claim 3 , wherein the acid component comprises acetic acid.

5. The method according to claim 2 , wherein the acid component comprises an acid exhibiting a pKa of 0 to 10 in water at 25° C.

6. The method according to claim 5 , wherein the acid component comprises acetic acid.

7. The method according to claim 1 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Ra 01 to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

8. The method according to claim 2 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Ra 01 to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

9. The method according to claim 3 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Ra 01 to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

10. The method according to claim 4 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Re′ to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

11. The method according to claim 5 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Ra 01 to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

12. The method according to claim 6 , wherein Ra 10 is a tertiary alkyl ester-type acid dissociable group represented by general formula (a0-r1-1):

wherein Ya 0 represents a carbon atom; Xa 0 is a group which forms an alicyclic hydrocarbon group together with Ya 0 ; Ra 0 is an aromatic hydrocarbon group which may have a substituent, or a group represented by general formula (a0-f1); Ra 01 to Ra 03 are each independently an aliphatic hydrocarbon group which may have a substituent, or a hydrogen atom, provided that two or more of Ra 01 to Ra 03 may be bonded to each other to form a cyclic structure; and * represents a bond.

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Komuro Yoshitaka
• Arai Masatoshi
• Onishi Koshi
• Nguyen Khanhtin
• Shiosaki Masahiro
• Ikeda Takuya
• Maehashi Takaya

Classifications

• C08F212/22 Primary

  Oxygen · CPC title

• C09D125/18

  Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen · CPC title

• C08F12/22

  Oxygen · CPC title

• C08F8/12

  Hydrolysis · CPC title

• G03F7/0397

  the macromolecular compound having an alicyclic moiety in a side chain · CPC title